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. Author manuscript; available in PMC: 2022 Nov 24.
Published in final edited form as: J Org Chem. 2019 Jun 19;84(13):8710–8716. doi: 10.1021/acs.joc.9b00824

Table 2.

Mechanistic Studiesa

graphic file with name nihms-1850619-t0008.jpg
entry LiOt-Bu (equiv) additives yield (%)b
 1    0.5   48
 2    1.5   65
 3    1 TEMPO (1 equiv)     0
 4    1 TEMPO (0.5 equiv)     0
a

All reactions were performed using 1 mL of anhydrous, degassed, nonstabilized THF, 0.14 mmol of N-chlorophthalimide, and 0.14 mmol of LiOt-Bu under an argon atmosphere, with constant stirring in the dark, and at room temperature, unless stated otherwise.

b

NMR yield obtained using dibromomethane as an internal standard.